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Road cycling routes
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Westchester

The best road cycling routes around Westchester

4.7

(32)

964

riders

60

rides

Road cycling routes around Westchester offer diverse terrain across rolling hills, expansive parklands, and scenic reservoirs. The region features dedicated multi-use trailways and road corridors with bike-friendly features, providing varied backdrops for cyclists. Routes often include views of the Hudson River and pass through forested areas and charming towns. This landscape provides options for different cycling preferences and ability levels.

Best road cycling routes around Westchester

  • The most popular road cycling route is Salt Creek – Brookfield Woods loop from…

Last updated: July 27, 2026

48

riders

#1.

Lilac Park – Lake Ellyn loop from Berkeley

44.7km

02:16

130m

130m

Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.

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Moderate

5.0

(1)

32

riders

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

Moderate
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3.0

(1)

16

riders

Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.

Easy

Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.

Easy

Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.

Easy
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Tips from the Community

Andrus
May 29, 2025, Veterans Memorial Trail – Wood Ridge Forest Preserve

The multi-use Veterans Memorial Trail connects or intersects with a number of other area trails, allowing you to ride, uninterrupted for miles. It also passes through Black Partridge Woods and Wood Ridge Forest Preserves.

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The Illinois Prairie Path is an almost 60-mile long multiuse trail that runs from Forest Park to Elgin. The trail is mostly gravel and is popular with hikers, runners and cyclists. This section of the trail runs through beautiful green space.

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Go to burrito grill

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Geo
May 4, 2024, Lilac Park

Easily accessible from the Illinois Prairie Path- Main Stem via S. Lincoln St.

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Jamie S.
February 26, 2024, Prince Pond

Prince Pond is the center of Prince Park in the middle of Downtown Downers Grove. This is a peaceful spot in an urban setting, and a great place to stop as you ride around the area.

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oliviakellis
February 25, 2024, Salt Creek

Nestled alongside the Salt Creek Greenway, Salt Creek offers a tranquil spot for hikers. It's an ideal place for a water break and to enjoy the serene surroundings. Be aware, though, that the creek is prone to flooding during wet seasons.

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oliviakellis
February 25, 2024, Salt Creek

Nestled alongside the Salt Creek Greenway, Salt Creek offers a tranquil spot for cyclists. It's an ideal place for a water break and to enjoy the serene surroundings. Be aware, though, that the creek is prone to flooding during wet seasons.

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oliviakellis
February 25, 2024, Salt Creek

Nestled alongside the Salt Creek Greenway, Salt Creek offers a tranquil spot for cyclists. It's an ideal place for a water break and to enjoy the serene surroundings. Be aware, though, that the creek is prone to flooding during wet seasons.

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Frequently Asked Questions

How many road cycling routes are available in Westchester?

Westchester offers a wide variety of road cycling routes, with over 60 distinct tours available. These routes cater to different skill levels, from easy scenic rides to more challenging routes with significant elevation changes.

What kind of terrain can I expect on road cycling routes in Westchester?

Road cycling in Westchester features diverse terrain, including rolling hills, expansive parklands, and scenic routes around reservoirs like the New Croton and Kensico Reservoirs. You'll also find dedicated multi-use trailways, such as the North County and South County Trailways, which follow former railroad beds, offering smoother, flatter rides through wooded areas and charming towns. Some routes also provide picturesque views of the Hudson River.

Are there easy road cycling routes suitable for beginners or families in Westchester?

Yes, Westchester has several easy road cycling routes perfect for beginners or families. For example, the Salt Creek – Brookfield Woods loop from Highlands is an easy 17.4-mile (28.0 km) trail offering a gentle ride through local parklands. The paved multi-use trailways like the North County and South County Trailways are also excellent choices for a relaxed ride.

What are some challenging road cycling routes for experienced riders in Westchester?

For experienced cyclists seeking a challenge, Westchester offers routes with significant elevation gain and longer distances. While not explicitly detailed in the provided routes, the region is known for routes like the New Croton Reservoir Loop and the Armonk Loop, which include rolling hills. The Keepataw Reserve loop from Highlands is a moderate 37.9-mile (61.0 km) trail with notable elevation, providing a good workout.

What are the best times of year for road cycling in Westchester?

The best times for road cycling in Westchester are typically spring, summer, and fall. These seasons offer pleasant temperatures and vibrant scenery, from blooming spring flowers to colorful autumn foliage. While winter cycling is possible, conditions can be challenging due to cold weather and potential snow or ice.

Are there any scenic viewpoints or natural features along the road cycling routes?

Many road cycling routes in Westchester offer stunning scenic viewpoints and natural features. You can enjoy picturesque views of the Hudson River, especially along sections of the Old Croton Aqueduct Trail. Routes around the New Croton and Kensico Reservoirs provide beautiful waterside vistas, with the Kensico Dam being a notable landmark. You might also encounter natural areas like Brookfield Woods or Lyman Woods Forest Preserve.

What do other road cyclists enjoy most about road cycling in Westchester?

The road cycling experience in Westchester is highly rated by the komoot community, with an average score of 4.5 stars from over 25 reviews. Cyclists often praise the diverse terrain, from rolling hills to scenic reservoir loops, and the extensive network of dedicated multi-use trailways. The variety of routes ensures options for all ability levels, making it a popular destination for many.

Are there any notable landmarks or historical sites accessible by road bike in Westchester?

Yes, Westchester offers several notable landmarks and historical sites. The Old Croton Aqueduct State Historic Trail, a 26.2-mile path, is a National Historic Landmark providing picturesque scenery and access to historic sites. You can also find attractions like the Frank Lloyd Wright Home and Studio near some routes, offering cultural points of interest.

Are there any loop trails for road cycling in Westchester?

Westchester features numerous loop trails, which are popular among road cyclists for their convenience. Examples include the Lilac Park – Lake Ellyn loop from Berkeley, a moderate 27.8-mile (44.7 km) path, and the Adams Park – Illinois Prairie Path loop from York & Wood Glen. The Kensico Reservoir Loop and New Croton Reservoir Loop are also well-known circular routes.

What are the typical distances for road cycling routes in Westchester?

Road cycling routes in Westchester vary significantly in length. You can find shorter, easy routes around 17 miles (28 km), such as the Salt Creek – Brookfield Woods loop from Highlands. Moderate routes often range from 25 to 38 miles (40-60 km), like the Salt Creek – Salt Creek loop from Highlands at 28.1 miles (45.3 km). Longer, more challenging routes can extend beyond 50 miles.

Are there dedicated bike paths or multi-use trails for road cyclists in Westchester?

Yes, Westchester boasts an extraordinary system of dedicated multi-use trailways ideal for road cycling. The North County Trailway (22.1 miles) and South County Trailway (14.1 miles) are paved paths following former railroad routes, offering smooth and scenic rides. The Bronx River Pathway also provides about 9 miles of paved path suitable for cycling.

Where can I find information about parking or public transport access for road cycling routes?

While specific parking details for individual routes are best checked on their respective komoot tour pages, many trailheads for the multi-use trailways (like the North County and South County Trailways) offer designated parking areas. For public transport options, you can consult the Westchester County government's resources on activities like hiking and biking, which sometimes include access information. You can find more general information about activities in the county at westchestercountyny.gov.

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